Three men discover that meddling in their sister-in-law's love life only makes their own lives more complicated in this romantic comedy. Eva Dandridge (Gabrielle Union) developed a sense of responsibility early on in life, when after the death of her parents she was left to care for her three younger sisters, Kareenah (Essence Atkins), Bethany (Robinne Lee), and Jacqui (Meagan Good). All four of the Dandridge sisters have grown up to be attractive, intelligent, and successful; Kareenah is happily married to Tim (Mel Jackson), while Bethany is engaged to Michael (Duane Martin), and Jacqui is going steady with Darrell (Dartanyan Edmonds). However, Eva still watches over her siblings like a hawk, and while her sisters love Eva dearly, Tim, Michael, and Darrell wish their sister-in-law would stay out of their business. The guys decide that if Eva had a boyfriend, she might be less interested in running other people's lives, and they turn to Ray (LL Cool J), a notorious ladies' man, for help. Ray is short on cash, so the guys make him a deal -- they'll give him 5,000 dollars to romance Eva, sweep her off her feet, and then dump her a few weeks later. Ray agrees, and while getting past her no-nonsense demeanor takes some doing, before long she's head over heels for him. However, Ray unexpectedly finds himself falling in love with Eva, and Eva, when offered a job in another town, decides to stay on to be with Ray. Even worse, the other Dandridge sisters are so impressed with the romantic Ray that they start demanding a bit more TLC from their own men.